HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 117667319, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 3-Bromo-5-hydroxypyridine | HCID 599529 | — |
| Reactant | 1-(4-Hydroxypiperidin-1-yl)ethan-1-one | HCID 10749291 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117667319 | HCID 117667319 | 59.7% |
Reaction Steps
1-(4-Hydroxy-piperidin-1-yl)-ethanone (200 mg, 1.4 mmol) and 5-bromo-pyridin-3-ol (248 mg, 1.4 mmol) are added to a solution of PPh3 (606 mg, 2.3 mmol) in THF (30 mL). Then diisopropyl azodicarboxylate (462 mg, 2.3 mmol) is added and the mixture is stirred at room temperature for 16 hrs. The mixture is then diluted with DCM, washed with water, dried over Na2SO4, filtered and concentrated. The residue is purified by flash column chromatography to give 250 mg of 1-[4-(5-bromo-pyridin-3-yloxy)-piperidin-1-yl]-ethanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d6536eae1808481d92b8be488bd27f2f |
| Source note | uspto-grants-2015_11 |